or the synthesis of t-butyl

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.39P: Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium...
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(a) Why is the following reaction a poor method for the synthesis of t-butyl
propyl ether?
(b) What would be the major product from this reaction?
(c) Propose a better synthesis oft-butyl propyl ether.
does not
CH,
ÇH,
give
CH,CH,CH,-0: *Na + CH,-C-Br
CH,-C-0-CH,CH,CH,
CH,
CH,
sodium propoxide
1-butyl bromide
t-butyl propyl cther
Transcribed Image Text:(a) Why is the following reaction a poor method for the synthesis of t-butyl propyl ether? (b) What would be the major product from this reaction? (c) Propose a better synthesis oft-butyl propyl ether. does not CH, ÇH, give CH,CH,CH,-0: *Na + CH,-C-Br CH,-C-0-CH,CH,CH, CH, CH, sodium propoxide 1-butyl bromide t-butyl propyl cther
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